Key West Theatrical/Play Events
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Key West Theatrical/Play Events
Key West brings its island spirit to the stage with live music, open-air concerts, and laid-back performances happening daily. From local bands to touring acts, enjoy entertainment with a tropical twist. See what’s playing during your stay.
2/27/2026
Colin Quinn
Colin Quinn, the celebrated comedian known for his sharp wit and candid humor, is set to take the stage at the Key West Theater. With a career spanning decades, Quinn has become a staple in the comedy world, renowned for his insightful observations a... Read more
Friday, February 13, 2026 8:00 PM - Benmont Tench
Sunday, February 15, 2026 8:00 PM - Gabriel Rutledge
Thursday, February 19, 2026 8:00 PM - Marty Stuart
All upcoming events are listed on this page. You can view all regular performing shows by visiting the Key West Shows page.